Xylarins A-D, Two Pairs of Diastereoisomeric Isoindoline Alkaloids from the Endolichenic Fungus Xylaria sp.

被引：12

作者：

Xu, Ke ^{[1
,2
]}

Li, Ruijuan ^{[3
]}

Zhu, Rongxiu ^{[4
]}

Li, Xiaobin ^{[5
]}

Xu, Yuliang ^{[1
]}

He, Qiaobian ^{[1
]}

Xie, Fei ^{[1
]}

Qiao, Yanan ^{[1
]}

Luan, Xiaoyi ^{[1
]}

Lou, Hongxiang ^{[1
]}

机构：

[1] Shandong Univ, Sch Pharmaceut Sci, Dept Nat Prod Chem, Key Lab Chem Biol,Minist Educ, Jinan 250012, Peoples R China

[2] Shandong Univ, Hosp 2, Cheeloo Coll Med, Dept Clin Pharm, Jinan 250033, Peoples R China

[3] Shandong Univ, Helmholtz Inst Biotechnol, State Key Lab Microbial Technol, Qingdao 266237, Shandong, Peoples R China

[4] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China

[5] Qilu Univ Technol, Biol Inst, Shandong Acad Sci, Jinan 250103, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 20期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

GENE-CLUSTER; SESQUITERPENES; IDENTIFICATION; REVEAL;

D O I：

10.1021/acs.orglett.1c02730

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two pairs of diastereoisomeric isoindoline alkaloids, xylarins A-D (1-4), were isolated from the endolichenic fungus Xylaria sp. Xylarins A and B (1 and 2) possess a previously undescribed 5/6/5-5/6 polycyclic scaffold, featuring a combination of a novel dihydrobenzofurone unit and an isoindoline unit, while xylarins C and D (3 and 4) contain an additional N,N-dimethylaniline at the C-3' position. Their structures were elucidated by comprehensive spectroscopic analyses combined with single-crystal X-ray diffraction and electronic circular dichroism calculations. The plausible biosynthetic pathways and gene clusters for 1-4 were proposed. Compound 1 exhibited significant antithrombotic activity.

引用

页码：7751 / 7754

页数：4

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